69 Prospect Street Winchester, CT $ 274,900
69 Prospect Street
$ 274,900
Recently Listed
Share Save

69 Prospect Street

Winchester, CT, 06098
$ 274,900
Bedrooms7 Baths3.0 Sq 2,204

Monthly Estimate*

$ 1,693

69 Prospect Street, Winchester, CT 06098 - Image 1
69 Prospect Street, Winchester, CT 06098 - Image 2
69 Prospect Street, Winchester, CT 06098 - Image 3
69 Prospect Street, Winchester, CT 06098 - Image 4
69 Prospect Street, Winchester, CT 06098 - Image 5
69 Prospect Street, Winchester, CT 06098 - Image 6
69 Prospect Street, Winchester, CT 06098 - Image 7
69 Prospect Street, Winchester, CT 06098 - Image 8
69 Prospect Street, Winchester, CT 06098 - Image 9
69 Prospect Street, Winchester, CT 06098 - Image 10
69 Prospect Street, Winchester, CT 06098 - Image 11
69 Prospect Street, Winchester, CT 06098 - Image 12
69 Prospect Street, Winchester, CT 06098 - Image 13
69 Prospect Street, Winchester, CT 06098 - Image 14
69 Prospect Street, Winchester, CT 06098 - Image 15
69 Prospect Street, Winchester, CT 06098 - Image 16
69 Prospect Street, Winchester, CT 06098 - Image 17
69 Prospect Street, Winchester, CT 06098 - Image 18
69 Prospect Street, Winchester, CT 06098 - Image 19
69 Prospect Street, Winchester, CT 06098 - Image 20
69 Prospect Street, Winchester, CT 06098 - Image 21
69 Prospect Street, Winchester, CT 06098 - Image 22
69 Prospect Street, Winchester, CT 06098 - Image 23
69 Prospect Street, Winchester, CT 06098 - Image 24
69 Prospect Street, Winchester, CT 06098 - Image 25
69 Prospect Street, Winchester, CT 06098 - Image 26
69 Prospect Street, Winchester, CT 06098 - Image 27
69 Prospect Street, Winchester, CT 06098 - Image 28
69 Prospect Street, Winchester, CT 06098 - Image 29
69 Prospect Street, Winchester, CT 06098 - Image 30
69 Prospect Street, Winchester, CT 06098 - Image 31
69 Prospect Street, Winchester, CT 06098 - Image 32

Multi-Family Home for sale in Winchester, CT

for $274,900 with 7 bedrooms and 3 full baths. This 2,204 square foot home was built in 1900 on a lot size of 0.27.

Opportunity awaits with this versatile 3-family property located at 69 Prospect Street in Winchester, perfect for both investors and owner-occupants alike. Whether you're looking to expand your investment portfolio or offset your mortgage with rental income, this multi-family offers flexibility, functionality, and strong potential in a convenient location. The property features 3 separate units with spacious layouts and off-street parking made easy with two driveways. Unit 1 includes in-unit laundry hookups, adding everyday practicality and additional appeal for renters. A newer roof offers peace of mind, while the layout of the property provides opportunities for long-term rentals, owner occupancy, or future value-add potential. Located just minutes from downtown Winsted, tenants can enjoy close proximity to local restaurants, coffee shops, grocery stores, and everyday conveniences. Outdoor enthusiasts will appreciate being near Highland Lake, the Sue Grossman Still River Greenway, and scenic hiking trails throughout the Litchfield Hills region. The property also offers easy access to Route 8 for commuting to Torrington, Canton, and surrounding towns. With strong rental demand, multiple income-producing units, and a location that blends small-town charm with convenience, this is a fantastic opportunity.

See more

Multi-Family Active

Price

$ 274,900

Bedrooms

7

Full Bath

3

Property Type

Multi-Family

Taxes

$ 4,078

Style

Lot Size

0.27

Year Built

1900

Town/City

Winchester

MLS | Web ID

24173658

Features
General
Zoning R-3
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Multi-Family For Sale
Status Active
Acres 0.27
Directions Per GPS
High School Per Board of Ed
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 2204
DOM 1
Year Built 1900
Style Units on different Floors Units are Side-by-Side
Year Built Source Public Records
See more
Interior
Cooling System Wall Unit Window Unit
Total Number of Units 3
Total Rooms 13
Basement Description Full Unfinished Full With Hatchway
See more
Exterior
Water Source Public Water Connected
Lot Description Lightly Wooded
See more
* Excluded Features
List By
Adam Cannon

Listing Agent

Coldwell Banker Realty

Broker

AdamCannon@SoldByCannon.com

Email

Affordability Calculator

$2,032
Per Month
83%
17%
0%
Monthly Principal & Interest
$1,693
Monthly Property Taxes
$340
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
5/13/2026$274,900 Listed Price

Map


See all

69 Prospect Street, Winchester, CT, 06098 is a Multi-Family Home for sale at $274,900 with 2,204 sqft and a lot size of 0.27. 69 Prospect Street has 7 bedrooms, 3.0 baths, and was built in 1900. The property's zip code is 06098 which is in Winchester, CT